(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride → Methyl 4-((1S)-1-{[5-(aminocarbonyl)-2-(3-fluorophenoxy)benzoyl]amino}ethyl)benzoate
Reaction equation
[NH2:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=2)=[C:8]([CH:12]=1)[C:9]([OH:11])=O)=[O:3].Cl.[NH2:22][C@H:23]([C:25]1[CH:34]=[CH:33][C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=1)[CH3:24]>>[NH2:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=2)=[C:8]([CH:12]=1)[C:9]([NH:22][C@H:23]([C:25]1[CH:34]=[CH:33][C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=1)[CH3:24])=[O:11])=[O:3]Participants
3
Procedure
The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-(Aminocarbonyl)-2-(3-fluorophenoxy)benzoic acid (step 5) and methyl 4-[(1S)-1-aminoethyl]benzoate hydrochloride (step 3 of Example 5): 1H-NMR (CDCl3) δ 8.60 (1H, d, J=2.4 Hz), 8.05 (1H, dd, J=8.6, 2.4 Hz), 7.91 (2H, d, J=8.4 Hz), 7.83 (1H, d, J=7.2 Hz), 7.42–7.27 (3H, m), 7.00–6.77 (5H, m), 6.12 (1H, br.s), 5.32–5.22 (1H, m), 3.89 (3H, s), 1.51 (2H, d, J=7.0 Hz); MS (ESI) m/z 437 (M+H)+, 435 (M−H)−.
Sources & evidence
- ORD record
- ord-bad0c46f15484dbaa6fc9f78a179658b
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07238714B2
Reaction notes
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